title: Comparison of positively and negatively charged achiral co-monomers added to cyclodextrin monolith: improved chiral separations in capillary electrochromatography.
abstract: Cyclodextrins (CDs) and their derivatives have been one of the most popular and successful chiral additives used in electrokinetic chromatography because of the presence of multiple chiral centers, which leads to multiple chiral interactions. However, there has been relatively less published work on the use of CDs as monolithic media for capillary electrochromatography (CEC). The goal of this study was to show how the addition of achiral co-monomer to a polymerizable CD such as glycidyl methacrylate β-cyclodextrin (GMA/β-CD) can affect the enantioselective separations in monolithic CEC. To achieve this goal, polymeric monoliths columns were prepared by co-polymerizing GMA/β-CD with cationic or anionic achiral co-monomers [(2-acrylamido-2-methyl-1-propanesulfonic acid (AMPS) and vinyl benzyltrimethyl-ammonium (VBTA)] in the presence of conventional crosslinker (ethylene dimethacrylate) and ternary porogen system including butanediol, propanol and water. A total of 34 negatively charged compounds, 30 positively charged compounds and 33 neutral compounds were screened to compare the enantioresolution capability on the GMA/β-CD, GMA/β-CD-VBTA and GMA/β-CD-AMPS monolithic columns.
authors.affiliation: Department of Chemistry, Center of Diagnostics and Therapeutics, Georgia State University, Atlanta, GA 30302-4098, USA.
authors.forename: Yang
authors.initials: Y
authors.lastname: Lu
authors.affiliation: Department of Chemistry, Center of Diagnostics and Therapeutics, Georgia State University, Atlanta, GA 30302-4098, USA sshamsi@gsu.edu.
authors.forename: Shahab A
authors.initials: SA
authors.lastname: Shamsi
mesh_terms: D000178:Acrylamides / Q000737:chemistry; D000476:Alkanesulfonates / Q000737:chemistry; D053801:Capillary Electrochromatography / Q000295:instrumentation / Q000379:methods*; D003432:Cross-Linking Reagents / Q000737:chemistry; D003505:Cyclodextrins / Q000737:chemistry*; D004852:Epoxy Compounds / Q000737:chemistry; D004867:Equipment Design; D008689:Methacrylates / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D000178:Acrylamides; D000476:Alkanesulfonates; D003432:Cross-Linking Reagents; D003505:Cyclodextrins; D004852:Epoxy Compounds; D008689:Methacrylates; C056288:2-acrylamido-2-methylpropanesulfonate; C004919:ethylene dimethacrylate; C007870:glycidyl methacrylate